HCID 136341325, compound → HCID 178457499, compound

HRID 1506186Notes

Reaction equation

HRID 1506186 reaction equation
[C:1]1([CH:13]2[CH2:18][CH2:17][C:16](=[C:19]([CH3:22])[C:20]#[N:21])[CH2:15][CH2:14]2)[N:2]=[N:3][N:4]2[C:9]=1[C:8]1[CH:10]=[CH:11][NH:12][C:7]=1[N:6]=[CH:5]2.C1(C2CCC(=CC#N)CC2)N=NN2C=1C1C=CNC=1N=C2>>[C:1]1([C@@H:13]2[CH2:14][CH2:15][C@H:16]([CH:19]([CH3:22])[C:20]#[N:21])[CH2:17][CH2:18]2)[N:2]=[N:3][N:4]2[C:9]=1[C:8]1[CH:10]=[CH:11][NH:12][C:7]=1[N:6]=[CH:5]2.[C:1]1([C@H:13]2[CH2:14][CH2:15][C@H:16]([CH:19]([CH3:22])[C:20]#[N:21])[CH2:17][CH2:18]2)[N:2]=[N:3][N:4]2[C:9]=1[C:8]1[CH:10]=[CH:11][NH:12][C:7]=1[N:6]=[CH:5]2

Participants

4

Reactant 2

HCID 136341325HCID 136341325, compoundHCID 136341330HCID 136341330, compound

Product 2

HCID 178457498HCID 178457498, compoundYield 7%HCID 178457499HCID 178457499, compoundYield 19%

Procedure

The reactions in Synthetic Examplea 435 were carried out in substantially the same manners except that 2-[4-(7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidin-1-yl)cyclohexylidene]propanenitrile obtained in Synthetic Examplea 437 was used instead of 2-[4-(7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidin-1-yl)cyclohexylidene]acetonitrile to give 2-[cis-4-(7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidin-1-yl)cyclohexyl]propanenitrile (Synthetic Examplea 439a; colorless solid, 0.750 mg, yield 7%) in a less polar fraction and 2-[trans-4-(7H-pyrrolo[3,2-e][1,2,3]triazolo[1,5-c]pyrimidin-1-yl)cyclohexyl]propanenitrile (Synthetic Examplea 439b; colorless solid, 2.00 mg, yield 19%) in a more polar fraction.

Workup

  1. customobtained in Synthetic Examplea 437

Sources & evidence

ORD record
ord-444503b9b7bb47cb9da605f343f5d1d4
Source dataset
uspto-grants-2015_12
Patent number
US09216999B2

Reaction notes

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